HCID 58902364, 화합물 → HCID 68062122, 화합물

HRID 1640199노트

반응식

HRID 1640199 반응식
[O:1]=[C:2]1[NH:11][C:10]2[N:9]=[CH:8][CH:7]=[C:6]([O:12][C:13]3[CH:22]=[C:21]4[C:16]([CH2:17][CH2:18][CH:19]([C:23]([NH:25][C:26]5[CH:27]=[C:28]([CH:38]=[C:39]([C:41]([F:44])([F:43])[F:42])[CH:40]=5)[CH2:29][NH:30][C:31](=[O:37])[O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:24])[CH2:20]4)=[CH:15][CH:14]=3)[C:5]=2[CH:4]=[CH:3]1>CC(O)=O.[Pt](=O)=O>[O:1]=[C:2]1[NH:11][C:10]2[N:9]=[CH:8][CH:7]=[C:6]([O:12][C:13]3[CH:22]=[C:21]4[C:16]([CH2:17][CH2:18][CH:19]([C:23]([NH:25][C:26]5[CH:27]=[C:28]([CH:38]=[C:39]([C:41]([F:43])([F:44])[F:42])[CH:40]=5)[CH2:29][NH:30][C:31](=[O:37])[O:32][C:33]([CH3:36])([CH3:34])[CH3:35])=[O:24])[CH2:20]4)=[CH:15][CH:14]=3)[C:5]=2[CH2:4][CH2:3]1

참가 물질

4

반응물 1

HCID 58902364HCID 58902364, 화합물

생성물 1

HCID 68062122HCID 68062122, 화합물수율 45%

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매2회HCID 176Acetic Acid용매

실험 절차

Platinum dioxide (1.9 mg, 0.0082 mmol) was added to a solution of tert-butyl [3-[({7-[(7-oxo-7,8-dihydro-1,8-naphthyridin-4-yl)oxy]-1,2,3,4-tetrahydronaphthalen-2-yl}-carbonyl)amino]-5-(trifluoromethyl)benzyl]carbamate (20 mg, 0.033 mmol) in AcOH (0.5 mL). The solution was allowed to stir under an atmosphere of hydrogen at rt. After 28 hr, an additional amount of platinum dioxide was added (1.9 mg, 0.0082 mmol) and the reaction continued to stir under an atmosphere of hydrogen for a total of 46 h. The reaction mixture was then filtered through Celite and the residue was purified by column chromatography to give tert-butyl [3-[({7-[(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-4-yl)oxy]-1,2,3,4tetrahydronaphthalen-2-yl}carbonyl)amino]-5-(trifluoromethyl)benzyl]carbamate (9.0 mg, 45%) as a white solid. LCMS: (FA) ES+ 611.4.

후처리

  1. stirringto stir under an atmosphere of hydrogen for a total of 46 h
  2. filtrationThe reaction mixture was then filtered through Celite
  3. customthe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-3c97a642477d4710a891d4df89bbf07c
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08110687B2

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